Cruz Bay is the welcoming gateway to St. John in the U.S. Virgin Islands, where vibrant Caribbean life meets rich island history. Stepping off the ferry from nearby St. Thomas, visitors find themselves in a lively waterfront town filled with cafés, bars and boutiques that lead toward sandy streets and shimmering views of the bay. This small town is also home to the Cruz Bay Visitor Center, a helpful place to start planning outings into Virgin Islands National Park and to learn about the island.

Dominica, known as the “Nature Island of the Caribbean,” is a haven for eco-tourists and adventure seekers. Nestled between the French islands of Guadeloupe and Martinique, this lush island boasts a remarkable landscape of volcanic mountains, dense rainforests, and stunning waterfalls. Dominica’s most iconic natural wonder is the Boiling Lake, the second-largest hot spring in the world.

Sagres sits at the southwestern edge of continental Europe in Portugal’s Algarve region, where the Atlantic’s wide horizon meets rugged cliffs and open skies. For centuries this point was linked to maritime adventure and visitors can still feel that sense of discovery in the air. Here, people like Prince Henry the Navigator gathered cartographers, shipbuilders and astronomers in the 1400s to push beyond maps of the known world and shape the early Age of Discovery from Sagres’ dramatic headlands.

The capital of Saint Maarten, the Dutch side of this two nation island, Philipsburg is located on the isthmus between Groot Baai (Great Bay) and the Salt Pond. Founded in 1733 as a free port, the city is now the home to outstanding shopping, casinos, and a variety of hotels and resorts, including nearby Mullet Bay Resort and Golf Club.

Riomaggiore, a charming village in Italy's famed Cinque Terre, is a gem of the Ligurian coast. With its colorful houses cascading down steep cliffs towards the azure Mediterranean, this picturesque town offers a postcard-perfect escape. Founded in the 13th century, Riomaggiore is rich in history, with medieval churches like the Church of San Giovanni Battista, built in 1340, reflecting its ancient past.